Water → 4-[(2,4-Dichlorophenyl)phenylmethyl]-1H-pyrazole

HRID 64633Notes

Reaction equation

HRID 64633 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH:16]([CH:19]=O)[CH:17]=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[NH2:21][NH2:22].O>C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:16]1[CH:19]=[N:21][NH:22][CH:17]=1

Participants

5

Reactant 3

HCID 962WaterHCID 9321HydrazineHCID 54388185HCID 54388185, compound

Product 1

HCID 136726874-[(2,4-Dichlorophenyl)phenylmethyl]-1H-pyrazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Two grams of [(2,4-dichlorophenyl)phenylmethyl]malonaldehyde in 10 ml of ethanol were heated with 3 ml of anhydrous hydrazine on a steam bath for two hours. The reaction mixture was poured into water and extracted with ether. The ether extract was dried, filtered, and evaporated. The residue was crystallized twice from Skelley B/acetone to provide 1.2 g of the desired title product, m.p. 131° C.

Workup

  1. extractionextracted with ether
  2. extractionThe ether extract
  3. customwas dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was crystallized twice from Skelley B/acetone

Sources & evidence

ORD record
ord-cb337b6c2bb44925af26f18ccc8fd109
Source dataset
uspto-grants-1986_09
Patent number
US04609666

Reaction notes

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